4-Amino-1-[(R)-5-(tert-butyl-diphenyl-silanyloxymethyl)-3-fluoro-2,5-dihydro-furan-2-yl]-5-fluoro-1H-pyrimidin-2-one

Base Information

Chemical Name:4-Amino-1-[(R)-5-(tert-butyl-diphenyl-silanyloxymethyl)-3-fluoro-2,5-dihydro-furan-2-yl]-5-fluoro-1H-pyrimidin-2-one
CAS No.:212954-56-8
Molecular Formula:C₂₅H₂₇F₂N₃O₃Si
Molecular Weight:483.59
Hs Code.:

Synonyms:4-Amino-1-[(R)-5-(tert-butyl-diphenyl-silanyloxymethyl)-3-fluoro-2,5-dihydro-furan-2-yl]-5-fluoro-1H-pyrimidin-2-one

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Chemical Property of 4-Amino-1-[(R)-5-(tert-butyl-diphenyl-silanyloxymethyl)-3-fluoro-2,5-dihydro-furan-2-yl]-5-fluoro-1H-pyrimidin-2-one

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Technology Process of 4-Amino-1-[(R)-5-(tert-butyl-diphenyl-silanyloxymethyl)-3-fluoro-2,5-dihydro-furan-2-yl]-5-fluoro-1H-pyrimidin-2-one

There total 5 articles about 4-Amino-1-[(R)-5-(tert-butyl-diphenyl-silanyloxymethyl)-3-fluoro-2,5-dihydro-furan-2-yl]-5-fluoro-1H-pyrimidin-2-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 79.0%

: 111878-21-8
2-trimethylsilyloxy-4-trimethylsilylamino-5-fluoropyrimidine

: 212954-55-7
Benzoic acid (R)-5-(tert-butyl-diphenyl-silanyloxymethyl)-3-fluoro-2,5-dihydro-furan-2-yl ester

: 212954-56-8
4-Amino-1-[(R)-5-(tert-butyl-diphenyl-silanyloxymethyl)-3-fluoro-2,5-dihydro-furan-2-yl]-5-fluoro-1H-pyrimidin-2-one

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; Ambient temperature;
DOI:10.1016/S0960-894X(98)00277-7

Reference yield:

: 128075-94-5
(R)-5-{[(tert-butyldiphenylsilyl)oxy]methyl}dihydrofuran-2(3H)-one

: 212954-56-8
4-Amino-1-[(R)-5-(tert-butyl-diphenyl-silanyloxymethyl)-3-fluoro-2,5-dihydro-furan-2-yl]-5-fluoro-1H-pyrimidin-2-one

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) LiHMDS / 1.) THF, -78 deg C, 2.) THF

2: 1.) LiHMDS, 2.) FN(SO₂)Ph)2 / 1.) THF, -78 deg C, 2.) THF

3: 90 percent / 39percent H₂O₂, pyridine / Ambient temperature

4: 93 percent / DIBAL-H / toluene / -78 °C

5: 96 percent / TEA

6: 55 percent / TMSOTf / CH₂Cl₂ / Ambient temperature

With pyridine; trimethylsilyl trifluoromethanesulfonate; TEA; dihydrogen peroxide; diisobutylaluminium hydride; lithium hexamethyldisilazane; In dichloromethane; toluene;
DOI:10.1016/S0960-894X(98)00277-7

Reference yield:

: 189818-62-0
5-O-(tert-butyldiphenylsilyl)-3-deoxy-2-Se-phenyl-2-seleno-L-erythro-pentonic acid-γ-lactone

: 212954-56-8
4-Amino-1-[(R)-5-(tert-butyl-diphenyl-silanyloxymethyl)-3-fluoro-2,5-dihydro-furan-2-yl]-5-fluoro-1H-pyrimidin-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) LiHMDS, 2.) FN(SO₂)Ph)2 / 1.) THF, -78 deg C, 2.) THF

2: 90 percent / 39percent H₂O₂, pyridine / Ambient temperature

3: 93 percent / DIBAL-H / toluene / -78 °C

4: 96 percent / TEA

5: 55 percent / TMSOTf / CH₂Cl₂ / Ambient temperature

With pyridine; trimethylsilyl trifluoromethanesulfonate; TEA; dihydrogen peroxide; diisobutylaluminium hydride; lithium hexamethyldisilazane; In dichloromethane; toluene;
DOI:10.1016/S0960-894X(98)00277-7